Sean Newcomb is a very good prospect - he's just nowhere near worth five affordable years of Simmons' physical prime.
year/age
2016/26 /$6,000,000
2017/27 /$8,000,000
2018/28 /$11,000,000
2019/29 /$13,000,000
2020/30 /$15,000,000
Value comparison with Toronto would be Revere (Aybar) + Pompey (Newcomb) + Angel Perdomo?
But Revere has an extra year of control on Aybar and Pompey is arguably worth more than Newcomb.